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WO2002062864A3 - High strength, long-open time structural polyurethane adhesive and method of use thereof - Google Patents

High strength, long-open time structural polyurethane adhesive and method of use thereof Download PDF

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Publication number
WO2002062864A3
WO2002062864A3 PCT/US2002/004585 US0204585W WO02062864A3 WO 2002062864 A3 WO2002062864 A3 WO 2002062864A3 US 0204585 W US0204585 W US 0204585W WO 02062864 A3 WO02062864 A3 WO 02062864A3
Authority
WO
WIPO (PCT)
Prior art keywords
polyol
weight
functionality
chain secondary
molecular weight
Prior art date
Application number
PCT/US2002/004585
Other languages
French (fr)
Other versions
WO2002062864A2 (en
Inventor
Jian-Ping Huang
Stephen R Webb
Miriam H Zietlow
Original Assignee
Lord Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lord Corp filed Critical Lord Corp
Priority to CA002437408A priority Critical patent/CA2437408A1/en
Priority to EP02709552A priority patent/EP1373428A2/en
Priority to BR0207021-9A priority patent/BR0207021A/en
Priority to MXPA03006869A priority patent/MXPA03006869A/en
Priority to JP2002563212A priority patent/JP2004518791A/en
Publication of WO2002062864A2 publication Critical patent/WO2002062864A2/en
Publication of WO2002062864A3 publication Critical patent/WO2002062864A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S528/00—Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S528/905—Polymer prepared from isocyanate reactant has adhesive property

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

Disclosed is a two-part polyurethane structural adhesive and method of bonding structural components, that exhibits at least 25 minutes of open time at 32 °C in large beads and cures to high strength under ambient conditions. The adhesive composition in one part is an isocyanate or isocyanate prepolymer and in a second part is a polyol mixture (I) or (II), wherein 75 % to 100 % by weight of the polyol mixture (I) or (II) are polyols having secondary hydroxyl functionality and the polyol mixture (I) or (II) contains a long chain secondary polyol defined hereinbelow. The polyol mixture in one embodiment is substantially absent short chain polyols having functionality of 2, and includes an amount from 30 % to 80 % by weight on total polyol weight in (I) of long chain secondary polyol of molecular weight from 200 to 12000 and from 20 % to 70 % by weight on total weight of the polyol mixture and of a short chain secondary polyol with functionality greater than 2 and a molecular weight of from 90 to 800. In another embodiment, 5 % to 80 % of a long chain secondary polyol of molecular weight of from 2000 to 12000 is present together with 5 % to 70 % of a short chain secondary polyol having a functionality of greater than 2, and 5 % to 70 % of a short chain secondary polyol having a functionality of 2 and a molecular weight of from 90-800.
PCT/US2002/004585 2001-02-05 2002-02-04 High strength, long-open time structural polyurethane adhesive and method of use thereof WO2002062864A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
CA002437408A CA2437408A1 (en) 2001-02-05 2002-02-04 High strength, long-open time structural polyurethane adhesive and method of use thereof
EP02709552A EP1373428A2 (en) 2001-02-05 2002-02-04 High strength, long-open time structural polyurethane adhesive and method of use thereof
BR0207021-9A BR0207021A (en) 2001-02-05 2002-02-04 Long-lasting, high-strength polyurethane structural adhesive and method of use
MXPA03006869A MXPA03006869A (en) 2001-02-05 2002-02-04 High strength, long-open time structural polyurethane adhesive and method of use thereof.
JP2002563212A JP2004518791A (en) 2001-02-05 2002-02-04 High strength, long opening time structural polyurethane adhesives and methods of using same

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/777,209 US6423810B1 (en) 2001-02-05 2001-02-05 High strength, long-open time structural polyurethane adhesive and method of use thereof
US09/777,209 2001-02-05

Publications (2)

Publication Number Publication Date
WO2002062864A2 WO2002062864A2 (en) 2002-08-15
WO2002062864A3 true WO2002062864A3 (en) 2002-10-24

Family

ID=25109578

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2002/004585 WO2002062864A2 (en) 2001-02-05 2002-02-04 High strength, long-open time structural polyurethane adhesive and method of use thereof

Country Status (7)

Country Link
US (1) US6423810B1 (en)
EP (1) EP1373428A2 (en)
JP (1) JP2004518791A (en)
BR (1) BR0207021A (en)
CA (1) CA2437408A1 (en)
MX (1) MXPA03006869A (en)
WO (1) WO2002062864A2 (en)

Families Citing this family (38)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100351742B1 (en) * 2001-10-10 2002-09-05 Hosung Chemax Co Ltd Molded article comprising thermoplastic polyurethane consisting of ether-containing polyester polyol
JP4031632B2 (en) * 2001-10-31 2008-01-09 三菱重工業株式会社 Manufacturing method of fiber reinforced plastic
CA2499447C (en) * 2002-10-28 2011-03-29 Tyco Healthcare Group Lp Fast curing compositions
CA2503376C (en) * 2002-10-28 2011-02-08 Tyco Healthcare Group Lp Bioabsorbable adhesive compounds
US20040214978A1 (en) * 2003-04-22 2004-10-28 Rosin Michael L. Moisture-curing, hot-melt polyurethane adhesive
US20050096411A1 (en) * 2003-10-31 2005-05-05 Illinois Tool Works Inc. Polyurethane adhesive for masonry construction
WO2006011256A1 (en) * 2004-07-30 2006-02-02 Mitsui Chemicals Polyurethanes, Inc. Two-component curable solventless adhesive
US8933188B2 (en) * 2004-11-12 2015-01-13 Henkel US IP LLC Low misting laminating adhesives
KR101252883B1 (en) * 2005-04-22 2013-04-09 아사히 가라스 가부시키가이샤 Isocyanate-Terminated Urethane Prepolymer, Process for Producing the Same, and Adhesive Comprising the Urethane Prepolymer
US7875149B2 (en) * 2005-06-08 2011-01-25 Ppg Industries Ohio, Inc. Aircraft adhesive
EP1801178A1 (en) * 2005-12-23 2007-06-27 Sika Technology AG An adhesive composition comprising a polyol base part and an isocyanate hardener and the use thereof
US8980433B2 (en) * 2006-10-30 2015-03-17 Michelin Recherche Et Technique S.A. Polyurethaneurea system
US8261798B2 (en) * 2006-10-30 2012-09-11 Michelin Recherche Et Technique S.A. Polyurethaneurea system
CN101778877B (en) * 2007-07-23 2013-01-02 陶氏环球技术公司 Two-part polyurethane curable composition having substantially consistent G-modulus over the service temperature range
CN101134885B (en) * 2007-07-26 2010-07-21 吉林省包装工程研究中心 Ester soluble dual-component polyamine ester boiling-resistant plastic-aluminum composite binder and method of manufacture
US8500947B2 (en) 2007-11-15 2013-08-06 Covidien Lp Speeding cure rate of bioadhesives
CN102131839B (en) * 2008-08-22 2014-06-04 陶氏环球技术公司 Adhesive composition suitable for bonding high mass parts to structures
WO2010039622A2 (en) * 2008-09-30 2010-04-08 Henkel Corporation Dry-to-the-touch moisture-curable compositions and products made therefrom
CN103502297A (en) 2011-05-03 2014-01-08 陶氏环球技术有限责任公司 Accelerated cure composition containing an isocyanate functional prepolymer
WO2012151086A1 (en) 2011-05-03 2012-11-08 Dow Global Technologies Llc Dual cure adhesive useful for bonding to glass
CA2846451C (en) 2011-09-02 2019-08-20 Construction Research & Technology Gmbh Polyurethane systems having non-sag, paintability, and primerless adhesion on concrete
CA2846450A1 (en) 2011-09-02 2013-03-07 Construction Research & Technology Gmbh Polyurethane systems having non-sag and paintability
CN103205232A (en) * 2012-01-13 2013-07-17 北华大学 A one-component, quickly moisture-curing polyurethane adhesive and a preparation method thereof
EP2817346B1 (en) 2012-02-21 2017-04-26 Dow Global Technologies LLC Compositions containing aromatic isocyanate functional components and aliphatic aromatic isocyanate functional components having improved cure speed
US9416301B2 (en) 2012-11-08 2016-08-16 Dow Global Technologies Llc Ultrafast dual cure adhesive useful for bonding to glass
DE102014209019A1 (en) * 2014-05-13 2015-11-19 Henkel Ag & Co. Kgaa Binder system with faster curing
DE102014217783A1 (en) * 2014-09-05 2016-03-10 Evonik Degussa Gmbh Two-component polyurethane hotmelt adhesive with high initial and final strength
KR102403880B1 (en) * 2014-11-26 2022-05-31 엘란타스 피디쥐, 인코포레이티드. Multi-part polyurethane compositions, articles thereof, and method of making
JP6491864B2 (en) * 2014-12-05 2019-03-27 ヘンケルジャパン株式会社 Adhesive for laminated sheet
CN104497955B (en) * 2014-12-16 2016-08-17 山东一诺威聚氨酯股份有限公司 Polyurethane two-component material for synthetic court expansion joint and preparation method thereof
CN104830267B (en) * 2015-05-18 2017-07-04 上海英诺威新材料科技有限公司 Suitable for the environment-friendly type water base adhesive and its manufacture method of low surface tension overlay film
JP6862084B2 (en) * 2015-10-07 2021-04-21 昭和電工パッケージング株式会社 Packaging materials, cases and power storage devices
KR101838942B1 (en) * 2016-05-20 2018-03-19 경기과학기술대학교 산학협력단 Polyurethane adhesive composition having excellent water dispersible
JP7379356B2 (en) * 2018-03-07 2023-11-14 ディディピー スペシャルティ エレクトロニック マテリアルズ ユーエス，エルエルシー adhesive composition
JP6756352B2 (en) * 2018-09-28 2020-09-16 横浜ゴム株式会社 Two-component curable adhesive composition
CN110028926B (en) * 2019-05-13 2021-07-06 张会仙 High-strength structural adhesive for bonding rubber and concrete and preparation method thereof
JP7375034B2 (en) * 2019-10-28 2023-11-07 三井化学株式会社 Structural polyurethane adhesive
CN110951438B (en) * 2019-12-31 2022-05-27 广州机械科学研究院有限公司 Flame-retardant solvent-free bi-component polyurethane structural adhesive and preparation method thereof

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0248254A2 (en) * 1986-05-30 1987-12-09 Mobay Corporation Process for bonding laminates
EP0341375A2 (en) * 1988-05-11 1989-11-15 Ashland Oil, Inc. Compatible polyol blends for high modulus polyurethane compositions
EP0452754A2 (en) * 1990-04-19 1991-10-23 Bayer Corporation Expandable non-sagging polyurethane compositions
EP0546771A1 (en) * 1991-12-09 1993-06-16 Gencorp Inc. Two-component urethame adhesive compositions
WO1995008579A1 (en) * 1993-09-22 1995-03-30 Ashland Oil, Inc. Polyurethane reaction system having a blocked catalyst combination
WO1998033845A1 (en) * 1997-02-04 1998-08-06 Ashland Inc. Unsaturated polymer polyurethane structural adhesive

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1124686B (en) 1960-09-02 1962-03-01 Bayer Ag Process for the production of rubber-elastic plastics
US3642943A (en) 1970-07-08 1972-02-15 Lord Corp Acrylic urethane composition of acrylic polymer with pendant isocyanate groups and isocyanate containing urethane prepolymer
US3714127A (en) 1971-12-13 1973-01-30 Gen Tire & Rubber Co Urethane adhesive having improved sag resistance
DE2541339A1 (en) 1975-09-17 1977-03-24 Basf Ag PROCESS FOR PRODUCING POLYURETHANE ADHESIVES
US4182898A (en) 1978-01-20 1980-01-08 Anderson Development Company Stable and storable polyester-polyether co-prepolymers
US4336298A (en) 1981-06-12 1982-06-22 The B. F. Goodrich Company Adhesive composition and composite made therewith
DE3219759A1 (en) 1982-05-26 1983-12-01 Bayer Ag, 5090 Leverkusen SINGLE-PHASE STORAGE POLYOL COMPOSITIONS WITH A HIGH ETHYLENE GLYCOL CONTENT AND THEIR USE FOR THE PRODUCTION OF POLYURETHANES
US4487909A (en) 1982-08-09 1984-12-11 E. I. Du Pont De Nemours And Company Ternary adhesive systems containing a polyester polyol, an isocyanate-polyester-urethane, and a crosslinking agent which is a polyisocyanate
US4743672A (en) 1987-02-26 1988-05-10 Ashland Oil, Inc. Sag resistant, two component urethane adhesives
US4923756A (en) 1987-08-20 1990-05-08 Ashland Oil, Inc. Primerless adhesive for fiberglass reinforced polyester substrates
US5002806A (en) 1990-01-11 1991-03-26 Ashland Oil, Inc. Curative for structural urethane adhesive
US5166300A (en) 1990-07-20 1992-11-24 Lord Corporation Non-yellowing polyurethane adhesives
WO1993018074A1 (en) 1992-03-12 1993-09-16 Ashland Oil, Inc. Polyureaurethane primerless structural adhesive
DE4232015A1 (en) * 1992-09-24 1994-03-31 Bayer Ag Solvent-free two component polyurethane adhesive systems
US5606003A (en) 1994-09-01 1997-02-25 Gencorp Inc. Primerless urethane adhesive compositions

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0248254A2 (en) * 1986-05-30 1987-12-09 Mobay Corporation Process for bonding laminates
EP0341375A2 (en) * 1988-05-11 1989-11-15 Ashland Oil, Inc. Compatible polyol blends for high modulus polyurethane compositions
EP0452754A2 (en) * 1990-04-19 1991-10-23 Bayer Corporation Expandable non-sagging polyurethane compositions
EP0546771A1 (en) * 1991-12-09 1993-06-16 Gencorp Inc. Two-component urethame adhesive compositions
WO1995008579A1 (en) * 1993-09-22 1995-03-30 Ashland Oil, Inc. Polyurethane reaction system having a blocked catalyst combination
WO1998033845A1 (en) * 1997-02-04 1998-08-06 Ashland Inc. Unsaturated polymer polyurethane structural adhesive

Also Published As

Publication number Publication date
BR0207021A (en) 2004-02-25
EP1373428A2 (en) 2004-01-02
CA2437408A1 (en) 2002-08-15
US6423810B1 (en) 2002-07-23
WO2002062864A2 (en) 2002-08-15
MXPA03006869A (en) 2003-11-13
JP2004518791A (en) 2004-06-24

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